Hydrochloric Acid → HCID 178427429, compound

HRID 2096104Notes

Reaction equation

HRID 2096104 reaction equation
[CH3:1][C:2]1[N:3]2[C:19](=[O:20])[NH:18]/[C:17](=[N:21]\[S:22]([C:25]3[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=3)(=[O:24])=[O:23])/[C:4]2=[C:5]([S:9]CCC(OCC)=O)[S:6][C:7]=1[CH3:8].[OH-].[K+].Cl>C1COCC1.CO>[SH:9][C:5]1[S:6][C:7]([CH3:8])=[C:2]([CH3:1])[N:3]2[C:19](=[O:20])[NH:18]/[C:17](=[N:21]\[S:22]([C:25]3[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=3)(=[O:24])=[O:23])/[C:4]=12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178472296HCID 178472296, compound2×

Product 1

HCID 178427429HCID 178427429, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

After ethyl 3-[[(1Z)-5,6-dimethyl-1-[[(4-methylphenyl)sulfonyl]imino]-3-oxo-2,3-dihydro-1H-imidazo[5,1-c][1,4]thiazin-8-yl]sulfanyl]propanoate (5.00 g, 10.4 mmol) synthesized in (iii) described above was dissolved in THF (50 ml) and methanol (50 ml), potassium hydroxide (2.74 g, 41.5 mmol) was added to the solution. The mixture was stirred at room temperature for 45 minutes. 1N Hydrochloric acid (42 ml) was added to and mixed with the reaction solution, and the mixture was stirred at room temperature for 30 minutes. The formed precipitate was filtrated, washed with 50% methanol-water and dried to give red powders of the title compound.

Workup

  1. additionmixed with the reaction solution
  2. stirringthe mixture was stirred at room temperature for 30 minutes
  3. filtrationThe formed precipitate was filtrated
  4. washwashed with 50% methanol-water
  5. customdried

Sources & evidence

ORD record
ord-fd7451cabe5842f2a8dcef74620ba2d7
Source dataset
uspto-grants-2013_05
Patent number
US08450070B2

Reaction notes

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